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I went to my son's 8th grade choral concert last night expecting to be a proud mom for 90 minutes. Instead, I left with the sharpest framework I've heard in months for thinking about AI. The kids sang about an idea from Marcus Aurelius: the obstacle IS the way. He wrote it 1,800 years ago in Meditations, while running the Roman Empire through plague, a war on the Danube, and betrayal by his own general. The full line: "The mind adapts and converts to its own purposes the obstacle to our acting. The impediment to action advances action. What stands in the way becomes the way." Translation: the obstacle isn't something to push past. It's the curriculum. I've been chewing on this all morning, because it answers the question I'm hearing from clients right now: "What's coming for my job in the age of AI?" That's the wrong question. The right question is: Where are the obstacles that build my scar tissue? Here's what I mean. Scar tissue is what I call the layer of judgment, pattern recognition, and around-the-corner intuition that you only get by surviving things. The failed launch where you misread the customer. The hire who looked great on paper and blew up the team. The deal that fell apart at the eleventh hour. The pivot you resisted six months too long. That scar tissue is the one thing AI cannot shortcut. AI can analyze. It can summarize, draft, model, and pattern-match across a million data points faster than any human. What it cannot do is anticipate the way an operator who has been burned three times anticipates. It doesn't have the gut. It hasn't lived through the obstacle. When I work with executive teams on AI adoption, the leaders who pull ahead are the ones who treat every failed pilot, every stalled rollout, every employee pushback as scar tissue in the making. It's a learning opportunity. Something AI has not lived and cannot live. They use AI to amplify their judgment, not replace it. So if you're a CEO wondering whether AI is going to flatten your competitive advantage: it's not. Your scar tissue is your moat. But only if you keep generating it. Which means the question to ask your team this week isn't "How do we use AI to avoid more obstacles?" It's "How can we challenge ourselves as a team, as a company and as an industry? Hopefully we'll succeed more than we fail, but those failures become our collective scar tissue." Marcus Aurelius figured this out from the back of a warhorse on the German frontier. A bunch of 8th graders sang it back to me in a school auditorium. The obstacle is the way. Still. Alex |
As an AI Coach, Advisor, and Agent Builder, I help organizations and business leaders harness the power of artificial intelligence to boost productivity and streamline operations. I enable organizations to navigate the transformative landscape of AI, educating teams, identifying operational and strategic opportunities with AI and creating a framework for safe and transparent use of data in the organization.
An ops leader I coach had a task hanging over her head. Not a hard one. A big, tedious one: 17,000 contacts scattered across six messy spreadsheets that needed to be merged, cleaned, and de-duplicated before they could move into a new system. She'd been putting it off for three weeks. Honestly, the company had been dreading it for closer to two years. Names split across three columns. Addresses split the same way. Phone numbers formatted six different ways. The kind of work that isn't...
Last week I needed current financials for 50 companies. Revenue, EBITDA margin, net debt. Into a spreadsheet. Sourced. I did what most people do: I asked Claude to go do it. It started strong. Companies 1 through 12 were clean. By company 30 it was getting sloppy — a margin that didn’t tie, a “2024” figure that was actually a 2023 restatement. By company 45 it had quietly stopped citing sources altogether. It didn’t get lazy. It got full. Here’s the part nobody explains. An AI has a fixed...
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